In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Predictable and Site-Selective Functionalization of Poly(hetero)arene Compounds by Palladium Catalysis, published in 2011-02-04, which mentions a compound: 58656-04-5, mainly applied to arene heteroarene regioselective arylation palladium catalyst reactivity, Computed Properties of C18H34BF4P.
The challenge of achieving selective and predictable functionalizations at C-H bonds with complex poly(hetero)aromatic substrates was addressed by two different approaches. Site-selectivity can be obtained by applying various reaction conditions that are (hetero)arene specific to substrates that contain indoles, pyridine N-oxide, and polyfluorinated benzenes. An exptl. classification of electron-rich heteroarenes based on their reactivity toward palladium-catalyzed C-H functionalization was established, the result of which correlated well with the order of reactivity predicted by the DFT-calculated concerted metalation-deprotonation (CMD) pathway. Model substrates containing two reactive heteroarenes were then reacted under general reaction conditions to demonstrate the applicability this reactivity chart in predicting the regioselectivity of the palladium-catalyzed direct arylation and benzylation reactions.
In addition to the literature in the link below, there is a lot of literature about this compound(Tricyclohexylphosphonium tetrafluoroborate)Computed Properties of C18H34BF4P, illustrating the importance and wide applicability of this compound(58656-04-5).
Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem